Book Windham Bed & Breakfast

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Our top choices for Windham bed & breakfast

Noble House Inn

Noble House Inn
3.5 star property
Bridgton
9.8 out of 10, Exceptional, (108 reviews)
"The bed are pillows were the most comfortable I've ever had in any lodging. Dreamy!"
United States
April
$120 nightly
The price is $130
Mar 25 - Mar 26
Total with taxes and fees
Noble House Inn

And. N B&B

And. N B&B
3.0 star property
Gray
9.8 out of 10, Exceptional, (78 reviews)
"Nice place, excellent breakfast! "
United States
Clarence
And. N B&B

Fleetwood House Bed & Breakfast

Fleetwood House Bed & Breakfast
3.0 star property
Rosemont
9.0 out of 10, Wonderful, (132 reviews)
"Lovely, comfortable stay! So welcoming and accommodating. We only stayed one night but will keep this in mind next time we are in the area :)"
United States
Sadie
$229 nightly
The price is $250
Mar 25 - Mar 26
Total with taxes and fees
Fleetwood House Bed & Breakfast

Candlebay Inn

Candlebay Inn
3.0 star property
Freeport
9.6 out of 10, Exceptional, (460 reviews)
"The Candlebay Inn was a great stay! Staff was wonderful and the place was super cute and clean. "
United States
Paige
$149 nightly
The price is $162
Mar 25 - Mar 26
Total with taxes and fees
Candlebay Inn

Lakeview Inn

Lakeview Inn
3.5 star property
Naples
9.2 out of 10, Wonderful, (57 reviews)
"Very good location, great host and a really good breakfast!"
United States
Andrew
$240 nightly
The price is $262
Apr 19 - Apr 20
Total with taxes and fees
Lakeview Inn

The Jeremiah Mason House B & B

The Jeremiah Mason House B & B
3.0 star property
Limerick
9.6 out of 10, Exceptional, (51 reviews)
"Excellent place to stay. Clean room and dining area, tasty breakfast, and very friendly host!"
United States
Kenneth
$186 nightly
The price is $203
Apr 1 - Apr 2
Total with taxes and fees
The Jeremiah Mason House B & B

The Munroe Inn

The Munroe Inn
3.5 star property
Auburn
9.2 out of 10, Wonderful, (70 reviews)
"The host is very helpful."
United States
philip
$150 nightly
The price is $164
Mar 25 - Mar 26
Total with taxes and fees
The Munroe Inn

The Nicholson Inn

The Nicholson Inn
3.0 star property
Freeport
$247 nightly
The price is $270
Mar 25 - Mar 26
Total with taxes and fees
The Nicholson Inn

The Kendall Inn

The Kendall Inn
3.5 star property
Freeport
9.8 out of 10, Exceptional, (145 reviews)
"Nice bed and breakfast in quiet area near all the shopping "
United States
Suan
$172 nightly
The price is $187
Mar 29 - Mar 30
Total with taxes and fees
The Kendall Inn

The Perkins House

The Perkins House
3.0 star property
Cornish
9.8 out of 10, Exceptional, (114 reviews)
"Carriage House was very nice and comfortable. "
United States
Susan
$140 nightly
The price is $152
Mar 26 - Mar 27
Total with taxes and fees
The Perkins House

The James Place Inn B&B

The James Place Inn B&B
3.5 star property
Freeport
10.0 out of 10, Exceptional, (182 reviews)
"Wish we could have stayed longer. It has the ambiance of an older inn but the rooms are very clean and well maintained. "
United States
Melissa
$218 nightly
The price is $238
Mar 26 - Mar 27
Total with taxes and fees
The James Place Inn B&B

Brewster House Bed & Breakfast

Brewster House Bed & Breakfast
4.0 star property
Freeport
9.8 out of 10, Exceptional, (115 reviews)
"The food was wonderful and the hospitality was great!"
United States
Olivia
$227 nightly
The price is $247
Apr 15 - Apr 16
Total with taxes and fees
Brewster House Bed & Breakfast

Inn at St John Portland In-Town

Inn at St John Portland In-Town
2.5 star property
Valley Street
8.8 out of 10, Excellent, (1,131 reviews)
"good location, night breakfast."
United States
Jess
$80 nightly
The price is $87
Mar 25 - Mar 26
Total with taxes and fees
Inn at St John Portland In-Town

Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.
3.5 star property
West End
9.6 out of 10, Exceptional, (177 reviews)
"Loved fireplace and breakfast. "
United States
Kate
$203 nightly
The price is $222
Apr 5 - Apr 6
Total with taxes and fees
Blind Tiger Portland - Danforth Street.

Old Orchard Beach Inn

Old Orchard Beach Inn
2.5 star property
Old Orchard Beach
8.2 out of 10, Very Good, (1,001 reviews)
"decent stay for a short time Period."
United States
Dwayne
$87 nightly
The price is $95
Mar 25 - Mar 26
Total with taxes and fees
Old Orchard Beach Inn

Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street
3.5 star property
West End
9.6 out of 10, Exceptional, (121 reviews)
"Loved the place "
United States
Stephen
$161 nightly
The price is $176
Mar 30 - Mar 31
Total with taxes and fees
Blind Tiger Portland – Carleton Street
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Windham Hotel Reviews

Find out more about Windham

Windham B&B information

Number of reviews
3,615
Accommodation
34 B&B
Lowest Price
$87
Highest Price
$262

Frequently asked questions

What is the nightly rate for a B&B in Windham?
Prices for B&Bs in Windham often vary, but you can find a great deal from $87 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Windham B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a Bed & Breakfast in Windham?
The best time to book a B&B in Windham is during the vibrant fall season, particularly from September to October. This period is favored by travelers seeking a picturesque escape amid the stunning autumn foliage. As the leaves change, Windham transforms into a canvas of brilliant reds, oranges, and yellows, providing a breathtaking backdrop for outdoor activities and leisurely strolls.

September offers mild temperatures, typically ranging from the low 50s to mid-70s Fahrenheit, making it ideal for hiking and exploring the scenic trails in the Catskill Mountains. The comfortable climate invites visitors to engage in outdoor adventures, whether it's a hike to the summit of Windham Mountain or a bike ride through the charming countryside.

If you are considering a more budget-friendly option, late October can be particularly appealing. This month often features fewer crowds, allowing for a peaceful retreat where you can enjoy the lingering fall beauty without the hustle and bustle. Plus, many local businesses offer seasonal promotions, giving you the opportunity to enjoy quality experiences at a great value.
What is the difference between a Windham Bed & Breakfast and a hotel?
Every Windham B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Windham B&Bs.

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